773034
Potassium (3-butenyl)trifluoroborate
90%
Synonym(s):
Potassium homoallyltrifluoroborate
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About This Item
Empirical Formula (Hill Notation):
C4H7BF3K
CAS Number:
Molecular Weight:
162.00
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
90%
Form:
solid
Product Name
Potassium (3-butenyl)trifluoroborate, 90%
InChI
1S/C4H7BF3.K/c1-2-3-4-5(6,7)8;/h2H,1,3-4H2;/q-1;+1
SMILES string
[K+].F[B-](F)(F)CCC=C
InChI key
UPXWGXKSNOQOKH-UHFFFAOYSA-N
assay
90%
form
solid
mp
>300 °C
Quality Level
Application
Organotrifluoroborate involved in:
Organotrifluoroborates as versatile and stable boronic acid surrogates
- Catalytic allylboration
- Stereoselective nucleophilic addition
- Pd-catalyzed heterocyclizations
- Oxidation reactions and Oxidative Mannich reactions
- Cross-coupling reactions
Organotrifluoroborates as versatile and stable boronic acid surrogates
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Oxidation of alkyl trifluoroborates: an opportunity for tin-free radical chemistry.
Geoffroy Sorin et al.
Angewandte Chemie (International ed. in English), 49(46), 8721-8723 (2010-10-12)
Catalytic activation of pinacolyl allylboronate with indium(I): development of a general catalytic allylboration of ketones.
Uwe Schneider et al.
Angewandte Chemie (International ed. in English), 46(31), 5909-5912 (2007-06-20)
A new organic transformation by introducing crotyl/allyltrifluoroborates in cross-coupling reaction with aroyl chlorides
M. Al-Masum and K. Liu,
Tetrahedron Letters, 52, 5090-5093 (2011)
Stereoselective nucleophilic addition of potassium alkyltrifluoroborates to cyclic N-acyliminium ions: a simple and mild approach to chiral 5-alkylpyrrolidin-2-ones
A. S. Vieira, et al.,
Australian Journal of Chemistry, 62, 909-916 (2009)
The development of a Selectfluor-mediated oxidative Mannich reaction
M. H. Daniels and J. Hubbs,
Tetrahedron Letters, 52, 3543-3546 (2011)
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